Jack the sailing dog

Jack the sailing dog A happy go lucky sailor dog. Jack lives aboard a 28' sailboat Named Angelsea, Welcome! Follow along

Jack’s got the wisdom, Billy’s got the energy — together they run this ship.When the horizon looks suspicious, the Keepe...
08/24/2026

Jack’s got the wisdom, Billy’s got the energy — together they run this ship.
When the horizon looks suspicious, the Keepers know first. 👀

Even after twelve years this is my favorite toy and I guard it against all new comers 🤭 if you know you know 🐾.
08/04/2026

Even after twelve years this is my favorite toy and I guard it against all new comers 🤭 if you know you know 🐾.

Billy asked if we could see the menu. I told him there is no menu. There never was a menu.
07/10/2026

Billy asked if we could see the menu. I told him there is no menu. There never was a menu.

“Yeah I steal socks. Yeah I bark at ghosts. Yeah I’m a certified menace. But that’s MY big brother standing guard and if...
07/01/2026

“Yeah I steal socks. Yeah I bark at ghosts. Yeah I’m a certified menace. But that’s MY big brother standing guard and if you even LOOK at me wrong you’ll answer to him. 🐩🛡️ ”

We’re on our way
06/09/2026

We’re on our way

Ahoy frends… I’m BACK. And not just back on Instagram — I’m back where I belong. On my boat. 🐾⚓For 27 whole months, Ange...
05/04/2026

Ahoy frends… I’m BACK. And not just back on Instagram — I’m back where I belong. On my boat. 🐾⚓
For 27 whole months, Angelsea has been sitting on the hard. Do you know what that means for a sailing dog? It means NO rocking to sleep. NO dolphins off the bow. NO sea breeze in my ears. It was rough, not gonna lie.
But Mom and Dad? They have been working their tails off for the past six months bringing Angelsea back to her full, glorious, sailing-ready self. I mostly supervised. And napped. Someone had to keep morale up.
If you want to know everything they did to make her (and us) a sailing team again — drop a 🐟 in the comments and I’ll spill all the details in my next post.
As for what’s next… our first sail is coming. Where are we headed? Mom and Dad are still “figuring that out.” I’ve put in a formal request for somewhere warm with good sniffing beaches. I’ll keep you posted. 🌊
It’s good to be back, friends. Really good.



We’re hungry and we love you! Can we come in now?
03/26/2026

We’re hungry and we love you! Can we come in now?

02/25/2026

Good morning!
We’re currently in the boatyard doing a major refit on SV
Angelsea.
Today, Billy sounded the alarm
— apparently we have a mystery tenant living under our refrigerator.
Is it a mouse?
A lizard?
Or the dreaded cockroach?
Stay tuned... Billy is on the case.🕵️🤨 boatrefit dogdetective boatmystery liveaboardlife lifeafloat
staytuned

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Cruz Bay, FL
00802

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+19547690137

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